O'Driscoll: Lawyers assure strong cases initially, then call them 50/50 before trial
Rory O'Driscoll · Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market · 20VC with Harry Stebbings · May 22, 2025 · at 59:04
Scale General Partner Rory O'Driscoll explains how legal incentives and lawyer promises shift during corporate litigation.
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“The lawyer that you engage will tell you, you've got a great case when you start out. As you get closer, To the courtroom door. And as you spent more and more money, they start changing the tune slightly just because suddenly, and maybe just not hearing what they're saying on day one, the day before court, they'll be saying, remember, I told you it was a fifty-fifty bet. And you're like, I've just spent two million dollars and six months preparing for this trial. And you're telling me it's a fifty-fifty bet.”
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